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Chemistry

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Also known as: Indocyanine green, 3599-32-4, Cardio-green, Foxgreen, Mfcd00013078, Sodium;4-[(2e)-2-[(2e,4e,6e)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]butane-1-sulfonate
Molecular Formula
C43H47N2NaO6S2
Molecular Weight
775.0  g/mol
InChI Key
MOFVSTNWEDAEEK-UHFFFAOYSA-M

Indocyanine Green
A tricarbocyanine dye that is used diagnostically in liver function tests and to determine blood volume and cardiac output.
1 2D Structure

Indocyanine Green

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;4-[(2E)-2-[(2E,4E,6E)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]butane-1-sulfonate
2.1.2 InChI
InChI=1S/C43H48N2O6S2.Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51);/q;+1/p-1
2.1.3 InChI Key
MOFVSTNWEDAEEK-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC1(C(=[N+](C2=C1C3=CC=CC=C3C=C2)CCCCS(=O)(=O)[O-])C=CC=CC=CC=C4C(C5=C(N4CCCCS(=O)(=O)[O-])C=CC6=CC=CC=C65)(C)C)C.[Na+]
2.1.5 Isomeric SMILES
CC1(C(=[N+](C2=C1C3=CC=CC=C3C=C2)CCCCS(=O)(=O)[O-])/C=C/C=C/C=C/C=C/4\C(C5=C(N4CCCCS(=O)(=O)[O-])C=CC6=CC=CC=C65)(C)C)C.[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Cardio Green

2. Cardio-green

3. Green, Indocyanine

4. Indocyanine Green

5. Ujoveridin

6. Vofaverdin

7. Vophaverdin

8. Wofaverdin

2.2.2 Depositor-Supplied Synonyms

1. Indocyanine Green

2. 3599-32-4

3. Cardio-green

4. Foxgreen

5. Mfcd00013078

6. Sodium;4-[(2e)-2-[(2e,4e,6e)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]butane-1-sulfonate

7. Indocyaninegreen

8. Sodium 4-(2-(7-(1,1-dimethyl-3-(4-sulfonatobutyl)-1h-benzo[e]indol-2(3h)-ylidene)hepta-1,3,5-trien-1-yl)-1,1-dimethyl-1h-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate

9. 1h-benz[e]indolium, 2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2h-benz[e]indol-2-ylidene]-1,3,5-heptatrienyl]-1,1-dimethyl-3-(4-sulfobutyl)-, Inner Salt, Sodium Salt

10. Cardiogreen, For Microscopy

11. Cardiogreen, Polymethine Dye

12. Schembl16027582

13. Akos015896404

14. Akos016010308

15. As-11023

16. I0535

17. A823083

18. Q905662

19. Indocyanine Green, United States Pharmacopeia (usp) Reference Standard

20. Sodium 4-[(2e)-2-[(2e,4e,6e)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)-2-benzo[e]indol-3-iumyl]hepta-2,4,6-trienylidene]-1,1-dimethyl-3-benzo[e]indolyl]-1-butanesulfonate

21. Sodium 4-[(2e)-2-[(2e,4e,6e)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethyl-benzo[e]indol-3-yl]butane-1-sulfonate

2.3 Create Date
2006-12-24
3 Chemical and Physical Properties
Molecular Weight 775.0 g/mol
Molecular Formula C43H47N2NaO6S2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count12
Exact Mass774.27732385 g/mol
Monoisotopic Mass774.27732385 g/mol
Topological Polar Surface Area137 Ų
Heavy Atom Count54
Formal Charge0
Complexity1520
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameIc-green
Drug LabelICGREEN is a sterile, lyophilized green powder containing 25 mg of indocyanine green with no more than 5% sodium iodide. It is packaged with Aqueous Solvent consisting of Sterile Water for Injection used to dissolve the indocyanine green. IC...
Active IngredientIndocyanine green
Dosage FormInjectable
RouteInjection
Strength25mg/vial
Market StatusPrescription
CompanyAkorn

2 of 4  
Drug NameIndocyanine green
Drug LabelICGREEN is a sterile, lyophilized green powder containing 25 mg of indocyanine green with no more than 5% sodium iodide. It is packaged with Aqueous Solvent consisting of Sterile Water for Injection used to dissolve the indocyanine green. IC...
Active IngredientIndocyanine green
Dosage FormInjectable
RouteInjection
Strength25mg/vial
Market StatusPrescription
CompanyPulsion Medcl

3 of 4  
Drug NameIc-green
Drug LabelICGREEN is a sterile, lyophilized green powder containing 25 mg of indocyanine green with no more than 5% sodium iodide. It is packaged with Aqueous Solvent consisting of Sterile Water for Injection used to dissolve the indocyanine green. IC...
Active IngredientIndocyanine green
Dosage FormInjectable
RouteInjection
Strength25mg/vial
Market StatusPrescription
CompanyAkorn

4 of 4  
Drug NameIndocyanine green
Drug LabelICGREEN is a sterile, lyophilized green powder containing 25 mg of indocyanine green with no more than 5% sodium iodide. It is packaged with Aqueous Solvent consisting of Sterile Water for Injection used to dissolve the indocyanine green. IC...
Active IngredientIndocyanine green
Dosage FormInjectable
RouteInjection
Strength25mg/vial
Market StatusPrescription
CompanyPulsion Medcl

4.2 Therapeutic Uses

Dyes

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


TO DETERMINE CARDIAC OUTPUT, HEPATIC FUNCTION, & LIVER BLOOD FLOW. FOR HEPATIC FUNCTION STUDIES, CALCULATED AMT OF DIAGNOSTIC AGENT IS INJECTED INTO ARM VEIN. 20 MIN AFTER INJECTION, 6 ML OF VENOUS BLOOD IS WITHDRAWN FROM OPPOSITE ARM. AFTER COAGULATION & CENTRIFUGATION, CLEAR SERUM IS READ IN PHOTOMETER @ 800-810 NM.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


DYE RETENTION OF LESS THAN 4% IS FOUND IN HEALTHY SUBJECTS. ... FAILURE TO REMOVE DYE, AS INDICATED BY SERUM LEVELS IN EXCESS OF 4%, IS INDICATIVE OF IMPAIRED HEPATIC FUNCTION.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


USUAL, IV, BLOOD VOL DETERMINATION, 5 MG IN 1 ML; HEPATIC FUNCTION DETERMINATION, 0-5 MG/KG.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


DYE IS STABLE IN PLASMA & WHOLE BLOOD PERMITTING LATER ANALYSIS. USERS VARY BOTH CONCN & DOSAGE. IN MAN TOTAL DOSAGE HAS NORMALLY BEEN BELOW 2 MG/KG.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 275


4.3 Drug Warning

...CONTAINS SMALL AMT OF /5%/ SODIUM IODIDE; THUS, IT SHOULD BE USED WITH CAUTION IN PT ALLERGIC TO IODIDES & RADIOACTIVE IODINE UPTAKE STUDIES SHOULD NOT BE PERFORMED FOR AT LEAST 1 WK FOLLOWING ITS USE. SINCE PROBENECID HAS BEEN SHOWN IN DOGS TO AFFECT HEPATIC UPTAKE, THIS POSSIBILITY SHOULD BE KEPT IN MIND.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


SAFE USE OF THIS DRUG IN PREGNANCY HAS NOT BEEN ESTABLISHED.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


USE FRESH SOLN ONLY AS RECOMMENDED.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 275


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Coloring Agents

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)


5.2 ATC Code

V - Various

V04 - Diagnostic agents

V04C - Other diagnostic agents

V04CX - Other diagnostic agents

V04CX01 - Indocyanine green


5.3 Absorption, Distribution and Excretion

FOLLOWING IV INJECTION, INDOCYANINE GREEN IS RAPIDLY BOUND TO PLASMA PROTEIN, QUICKLY REMOVED FROM CIRCULATION BY LIVER, & EXCRETED IN BILE IN UNCONJUGATED FORM.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1214


WITH INDOCYANINE GREEN, IT HAS BEEN SHOWN THAT RAT HAS HIGHER MAX BILIARY EXCRETION RATE (0.065 MG/KG/MIN) THAN DOES RABBIT (0.05 MG/KG/MIN) OR DOG (0.027 MG/KG/MIN).

LaDu, B.N., H.G. Mandel, and E.L. Way. Fundamentals of Drug Metabolism and Disposition. Baltimore: Williams and Wilkins, 1971., p. 139


T/2 INCR WITH INCR DOSAGE. ... CONSIDERABLE DIFFERENCE HAS BEEN NOTED BETWEEN NORMAL MONGRELS & PUREBRED BEAGLES IN CLEARANCE TIMES.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 275


APPARENT HEPATIC EXTRACTION OF INDOCYANINE GREEN IN RATS WAS SURPRISINGLY LOW @ DOSES ABOVE 1 MG/KG. CHANGES IN HEPATIC BLOOD FLOW WOULD NOT ALTER CLEARANCE.

PMID:512932 IGA T, KLAASSEN CD; J PHARMACOL EXP THER 211 (3): 690 (1979)


For more Absorption, Distribution and Excretion (Complete) data for INDOCYANINE GREEN (10 total), please visit the HSDB record page.


5.4 Metabolism/Metabolites

...INDOCYANINE GREEN...APPEARS IN BILE UNCHANGED

Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 436


API SUPPLIERS

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Macsen Labs

India

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02

ChemWerth Inc

U.S.A

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Biophore India Pharmaceuticals Pvt...

India

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ORGANICA Feinchemie GmbH Wolfen

Germany

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ORGANICA Feinchemie GmbH Wolfen

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Nantong Jinghua Pharmaceutical

China

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Icrom

Italy

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Icrom

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EASTMAN KODAK

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EASTMAN KODAK

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Dishman Carbogen Amcis

India

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Research Directions

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API Reference Price

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13-Apr-2022
15-Oct-2024
KGS
overview
Loading...

Average Price (USD/KGS)

25.0k

Number of Transactions

<10

Total Quantity (KGS)

1.0

Total Value (USD)

25,721.1

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions
INDIA0.000.0<10
FRANCE1.0024,674.7<10
TURKEY0.0223,725.0<10
REPUBLIC OF KOREA0.0129,670.0<10

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